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Naphthazarin

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Identification
Molecular formula
C10H6O4
CAS number
475-38-7
IUPAC name
5,8-dihydroxynaphthalene-1,4-dione
State
State

At room temperature, naphthazarin is in a solid state, appearing commonly as a crystalline powder.

Melting point (Celsius)
223.00
Melting point (Kelvin)
496.15
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
192.14g/mol
Molar mass
192.1400g/mol
Density
1.5800g/cm3
Appearence

Naphthazarin appears as a red to purple crystalline solid. It has a tetracene structure contributing to its color, with a distinct appearance common to quinones.

Comment on solubility

Solubility of 5,8-Dihydroxynaphthalene-1,4-dione

5,8-Dihydroxynaphthalene-1,4-dione, also known as naphthalene-1,4-dione-5,8-diol, exhibits intriguing solubility characteristics that are worth considering. The solubility of this compound can be influenced by several factors, including:

  • Polarity: The presence of hydroxyl groups (-OH) generally increases polarity, making the compound more soluble in polar solvents.
  • Solvent Choice: It tends to be more soluble in water and alcohols due to hydrogen bonding capabilities.
  • Temperature: Increased temperature may enhance solubility, enabling better interaction with solvents.
  • Concentration: At high concentrations, solubility can vary significantly, leading to precipitation in some cases.

In summary, the solubility of 5,8-dihydroxynaphthalene-1,4-dione is greatly affected by its molecular structure and the environment in which it is placed. To quote a famous phrase in chemistry, "Like dissolves like," which underscores the importance of matching the polarity of the compound with that of the solvent for optimal solubility.

Interesting facts

Interesting Facts about 5,8-Dihydroxynaphthalene-1,4-dione

5,8-Dihydroxynaphthalene-1,4-dione, often referred to as "Lawsonia inermis" or commonly known as henna, has a rich history and fascinating chemical properties that make it a subject of interest across various scientific fields.

Chemical Significance

  • Natural Dye: This compound is well-known for its use as a natural dye, particularly in cosmetic preparations for hair and skin. The dyeing process occurs due to its ability to form a complex with proteins in hair, allowing for a range of hues from reddish-brown to deep mahogany.
  • Antioxidant Properties: 5,8-Dihydroxynaphthalene-1,4-dione exhibits significant antioxidant capabilities, making it a potential candidate in formulations aimed at combating oxidative stress.
  • Pharmacological Potential: This compound has been investigated for various medicinal properties, including anti-inflammatory and antimicrobial effects, which could pave the way for new therapeutic applications.

Historical Context

The use of henna dates back thousands of years. Ancient Egyptians used henna as a cosmetic for hair and nails, and it held cultural significance during rituals and celebrations. As a result:

  • Loyal fans of henna deeply appreciate its cultural and spiritual connections.
  • Its traditional application in regions such as the Middle East and India showcases its enduring legacy.

Fun Fact

In addition to its cosmetic uses, the dye extracted from 5,8-dihydroxynaphthalene-1,4-dione has been used in traditional artwork and textile coloring. Its rich hue and longevity make it a favorite among artists and craftsmen.

In summary: 5,8-dihydroxynaphthalene-1,4-dione is a compound that not only reflects a significant part of cultural heritage but also opens avenues for scientific discovery. Its multifaceted applications—from cosmetic dye to potential pharmacological agent—highlight its importance in both historical and modern contexts.

Synonyms
Naphthazarin
5,8-Dihydroxy-1,4-naphthoquinone
475-38-7
5,8-dihydroxynaphthalene-1,4-dione
Naphthazarine
Naphthazarone
5,8-Dihydroxynaphthoquinone
5,8-Dihydroxy-1,4-naphthalenedione
5,8-Dihydroxy-1,4-naphthosemiquinone
CCRIS 6670
1,4-Naphthalenedione, 5,8-dihydroxy-
EINECS 207-495-4
1,4-NAPHTHOQUINONE, 5,8-DIHYDROXY-
S9IX5I5C0K
NSC 26647
CHEBI:28849
NSC-26647
NSC-344555
DTXSID00197161
DIHYDROXY-1,4-NAPHTHALENEDIONE, 5,8-
5,8-dioxy-1,4-naphthoquinone
5,8Dihydroxynaphthoquinone
5,8Dihydroxy1,4naphthoquinone
5,8Dihydroxy1,4naphthalenedione
DTXCID10119652
1,4Naphthoquinone, 5,8dihydroxy
5,8Dihydroxy1,4naphthosemiquinone
1,4Naphthalenedione, 5,8dihydroxy
1,4Naphthalenedione, 5,8dihydroxy (9CI)
1,4-Naphthalenedione, 5,8-dihydroxy-(9CI)
207-495-4
NAPHTHAZALIN
5,8-Dihydroxy-[1,4]naphthoquinone
MFCD00001685
CHEMBL274056
NSC26647
NSC344555
Dihydroxynaphthoquinone
NAPTHAZARIN NPHZ
5,4-naphthosemiquinone
1, 5,8-dihydroxy-
UNII-S9IX5I5C0K
5,8-Dihydroxynaphthaquinone
SCHEMBL149279
NQ-2
SCHEMBL10866768
1,5-dihydroxy-4,8-naphthoquinone
HY-N7526
BDBM50060898
AKOS015914982
FD30188
AS-76136
NCI60_002143
SY048871
DB-051459
CS-0132365
D2070
NS00021166
10.14272/RQNVIKXOOKXAJQ-UHFFFAOYSA-N
T70948
10.14272/RQNVIKXOOKXAJQ-UHFFFAOYSA-N.1
AE-641/01108012
doi:10.14272/RQNVIKXOOKXAJQ-UHFFFAOYSA-N
5,8-Dihydroxy-1,4-naphthoquinone, technical grade
doi:10.14272/RQNVIKXOOKXAJQ-UHFFFAOYSA-N.1
Q4639550
InChI=1/C10H6O4/c11-5-1-2-6(12)10-8(14)4-3-7(13)9(5)10/h1-4,11-12